RU2478381C2 - Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения - Google Patents

Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения Download PDF

Info

Publication number: RU2478381C2
Authority: RU; Russia
Prior art keywords: ibuprofen; effervescent; dosage form; granule; granules
Prior art date: 2006-09-26

Application number

RU2009107536/15A

Other languages

English (en)

Russian (ru)

Other versions

RU2009107536A (ru

Inventor

Петер Грубер

Хуберт КЕК

Original Assignee

Лозан Фарма Гмбх

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2006-09-26

Filing date

2007-08-30

Publication date

2013-04-10

2007-08-30 Application filed by Лозан Фарма Гмбх filed Critical Лозан Фарма Гмбх

2010-11-20 Publication of RU2009107536A publication Critical patent/RU2009107536A/ru

2013-04-10 Application granted granted Critical

2013-04-10 Publication of RU2478381C2 publication Critical patent/RU2478381C2/ru

Links

HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 title claims abstract description 160
229960001680 ibuprofen Drugs 0.000 title claims abstract description 144
238000000034 method Methods 0.000 title description 21
239000008187 granular material Substances 0.000 claims abstract description 154
239000004480 active ingredient Substances 0.000 claims abstract description 67
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 36
239000001569 carbon dioxide Substances 0.000 claims abstract description 18
229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 18
239000000203 mixture Substances 0.000 claims description 55
239000002552 dosage form Substances 0.000 claims description 43
239000007938 effervescent tablet Substances 0.000 claims description 39
239000002253 acid Substances 0.000 claims description 25
239000000546 pharmaceutical excipient Substances 0.000 claims description 24
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 21
230000002378 acidificating effect Effects 0.000 claims description 18
-1 alkaline earth metal hydrogen carbonate Chemical class 0.000 claims description 18
150000003839 salts Chemical class 0.000 claims description 17
239000011734 sodium Substances 0.000 claims description 15
159000000000 sodium salts Chemical class 0.000 claims description 12
230000035622 drinking Effects 0.000 claims description 9
XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 8
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 7
235000015165 citric acid Nutrition 0.000 claims description 7
XJELUCTZEAQYGF-UHFFFAOYSA-M potassium;2-[4-(2-methylpropyl)phenyl]propanoate Chemical compound [K+].CC(C)CC1=CC=C(C(C)C([O-])=O)C=C1 XJELUCTZEAQYGF-UHFFFAOYSA-M 0.000 claims description 7
239000004475 Arginine Substances 0.000 claims description 6
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 6
239000004472 Lysine Substances 0.000 claims description 6
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 6
MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 claims description 5
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
PTTPUWGBPLLBKW-UHFFFAOYSA-M sodium;2-[4-(2-methylpropyl)phenyl]propanoate Chemical compound [Na+].CC(C)CC1=CC=C(C(C)C([O-])=O)C=C1 PTTPUWGBPLLBKW-UHFFFAOYSA-M 0.000 claims description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 3
150000007513 acids Chemical class 0.000 claims description 3
229910052783 alkali metal Inorganic materials 0.000 claims description 3
229960003194 meglumine Drugs 0.000 claims description 3
QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical class [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 claims description 3
RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical compound Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 claims description 2
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 2
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
239000003513 alkali Substances 0.000 claims description 2
239000011668 ascorbic acid Substances 0.000 claims description 2
235000010323 ascorbic acid Nutrition 0.000 claims description 2
229960005070 ascorbic acid Drugs 0.000 claims description 2
229960003403 betaine hydrochloride Drugs 0.000 claims description 2
HOPSCVCBEOCPJZ-UHFFFAOYSA-N carboxymethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)=O HOPSCVCBEOCPJZ-UHFFFAOYSA-N 0.000 claims description 2
239000004220 glutamic acid Substances 0.000 claims description 2
235000013922 glutamic acid Nutrition 0.000 claims description 2
229960003707 glutamic acid hydrochloride Drugs 0.000 claims description 2
229910017053 inorganic salt Inorganic materials 0.000 claims description 2
HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical class [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 claims description 2
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 1
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 1
235000013905 glycine and its sodium salt Nutrition 0.000 claims 1
239000004247 glycine and its sodium salt Substances 0.000 claims 1
239000001630 malic acid Substances 0.000 claims 1
235000011090 malic acid Nutrition 0.000 claims 1
GZWNUORNEQHOAW-UHFFFAOYSA-M potassium;2-aminoacetate Chemical compound [K+].NCC([O-])=O GZWNUORNEQHOAW-UHFFFAOYSA-M 0.000 claims 1
229940029258 sodium glycinate Drugs 0.000 claims 1
WUWHFEHKUQVYLF-UHFFFAOYSA-M sodium;2-aminoacetate Chemical compound [Na+].NCC([O-])=O WUWHFEHKUQVYLF-UHFFFAOYSA-M 0.000 claims 1
239000011975 tartaric acid Substances 0.000 claims 1
235000002906 tartaric acid Nutrition 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 76
239000000945 filler Substances 0.000 abstract description 30
230000015572 biosynthetic process Effects 0.000 abstract description 15
239000000126 substance Substances 0.000 abstract description 7
230000000694 effects Effects 0.000 abstract description 3
230000001225 therapeutic effect Effects 0.000 abstract 3
239000003814 drug Substances 0.000 abstract 1
238000006243 chemical reaction Methods 0.000 description 47
239000002585 base Substances 0.000 description 35
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 28
UIIMBOGNXHQVGW-UHFFFAOYSA-M sodium bicarbonate Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 23
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 23
239000003826 tablet Substances 0.000 description 23
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 22
238000004090 dissolution Methods 0.000 description 21
238000001035 drying Methods 0.000 description 21
239000000047 product Substances 0.000 description 17
238000004519 manufacturing process Methods 0.000 description 14
229910000027 potassium carbonate Inorganic materials 0.000 description 14
229940093956 potassium carbonate Drugs 0.000 description 14
235000011181 potassium carbonates Nutrition 0.000 description 14
239000000243 solution Substances 0.000 description 13
229910000030 sodium bicarbonate Inorganic materials 0.000 description 12
235000017557 sodium bicarbonate Nutrition 0.000 description 12
229910000029 sodium carbonate Inorganic materials 0.000 description 12
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 11
238000002156 mixing Methods 0.000 description 11
229960003975 potassium Drugs 0.000 description 11
239000011591 potassium Substances 0.000 description 11
229910052700 potassium Inorganic materials 0.000 description 11
230000008569 process Effects 0.000 description 11
235000017550 sodium carbonate Nutrition 0.000 description 11
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 10
229910000028 potassium bicarbonate Inorganic materials 0.000 description 10
235000015497 potassium bicarbonate Nutrition 0.000 description 10
239000011736 potassium bicarbonate Substances 0.000 description 10
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 10
238000002360 preparation method Methods 0.000 description 10
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 9
239000003960 organic solvent Substances 0.000 description 8
229910052708 sodium Inorganic materials 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
229940086066 potassium hydrogencarbonate Drugs 0.000 description 6
238000003756 stirring Methods 0.000 description 6
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 5
150000007514 bases Chemical class 0.000 description 5
239000013078 crystal Substances 0.000 description 5
235000003599 food sweetener Nutrition 0.000 description 5
239000002245 particle Substances 0.000 description 5
239000003765 sweetening agent Substances 0.000 description 5
208000002193 Pain Diseases 0.000 description 4
150000004649 carbonic acid derivatives Chemical class 0.000 description 4
239000000796 flavoring agent Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
239000011148 porous material Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 4
NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
240000000560 Citrus x paradisi Species 0.000 description 3
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 3
NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 3
229930195725 Mannitol Natural products 0.000 description 3
230000008901 benefit Effects 0.000 description 3
239000011230 binding agent Substances 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
239000002274 desiccant Substances 0.000 description 3
235000019634 flavors Nutrition 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000000845 maltitol Substances 0.000 description 3
235000010449 maltitol Nutrition 0.000 description 3
VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 3
229940035436 maltitol Drugs 0.000 description 3
239000000594 mannitol Substances 0.000 description 3
235000010355 mannitol Nutrition 0.000 description 3
229940041616 menthol Drugs 0.000 description 3
230000007935 neutral effect Effects 0.000 description 3
238000004806 packaging method and process Methods 0.000 description 3
239000011833 salt mixture Substances 0.000 description 3
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 2
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical class NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
229930006000 Sucrose Natural products 0.000 description 2
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
ZPVGIKNDGJGLCO-VGAMQAOUSA-N [(2s,3r,4s,5s,6r)-2-[(2s,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)O[C@@]1([C@]2(CO)[C@H]([C@H](O)[C@@H](CO)O2)O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ZPVGIKNDGJGLCO-VGAMQAOUSA-N 0.000 description 2
229960001138 acetylsalicylic acid Drugs 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
239000008280 blood Substances 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 description 2
229940125904 compound 1 Drugs 0.000 description 2
230000006378 damage Effects 0.000 description 2
150000004683 dihydrates Chemical class 0.000 description 2
238000001125 extrusion Methods 0.000 description 2
238000005469 granulation Methods 0.000 description 2
230000003179 granulation Effects 0.000 description 2
210000004379 membrane Anatomy 0.000 description 2
239000012528 membrane Substances 0.000 description 2
210000004400 mucous membrane Anatomy 0.000 description 2
229960005489 paracetamol Drugs 0.000 description 2
229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
229940069328 povidone Drugs 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
230000009257 reactivity Effects 0.000 description 2
239000000344 soap Substances 0.000 description 2
239000000600 sorbitol Substances 0.000 description 2
235000010356 sorbitol Nutrition 0.000 description 2
239000005720 sucrose Substances 0.000 description 2
238000005979 thermal decomposition reaction Methods 0.000 description 2
230000007704 transition Effects 0.000 description 2
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical class [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 1
SERLAGPUMNYUCK-DCUALPFSSA-N 1-O-alpha-D-glucopyranosyl-D-mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SERLAGPUMNYUCK-DCUALPFSSA-N 0.000 description 1
WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
108010011485 Aspartame Proteins 0.000 description 1
DBAKFASWICGISY-BTJKTKAUSA-N Chlorpheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 DBAKFASWICGISY-BTJKTKAUSA-N 0.000 description 1
241000207199 Citrus Species 0.000 description 1
UDIPTWFVPPPURJ-UHFFFAOYSA-M Cyclamate Chemical compound [Na+].[O-]S(=O)(=O)NC1CCCCC1 UDIPTWFVPPPURJ-UHFFFAOYSA-M 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
239000004471 Glycine Substances 0.000 description 1
206010019233 Headaches Diseases 0.000 description 1
206010061218 Inflammation Diseases 0.000 description 1
LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
150000000996 L-ascorbic acids Chemical class 0.000 description 1
244000246386 Mentha pulegium Species 0.000 description 1
235000016257 Mentha pulegium Nutrition 0.000 description 1
235000004357 Mentha x piperita Nutrition 0.000 description 1
206010037660 Pyrexia Diseases 0.000 description 1
WINXNKPZLFISPD-UHFFFAOYSA-M Saccharin sodium Chemical compound [Na+].C1=CC=C2C(=O)[N-]S(=O)(=O)C2=C1 WINXNKPZLFISPD-UHFFFAOYSA-M 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
239000004376 Sucralose Substances 0.000 description 1
206010042674 Swelling Diseases 0.000 description 1
TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
IHHXIUAEPKVVII-ZSCHJXSPSA-N [(1s)-5-amino-1-carboxypentyl]azanium;2-[4-(2-methylpropyl)phenyl]propanoate Chemical compound OC(=O)[C@@H](N)CCCC[NH3+].CC(C)CC1=CC=C(C(C)C([O-])=O)C=C1 IHHXIUAEPKVVII-ZSCHJXSPSA-N 0.000 description 1
GCCOJNYCFNSJII-VWMHFEHESA-N [n'-[(4s)-4-amino-4-carboxybutyl]carbamimidoyl]azanium;2-[4-(2-methylpropyl)phenyl]propanoate Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N.CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 GCCOJNYCFNSJII-VWMHFEHESA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
235000010358 acesulfame potassium Nutrition 0.000 description 1
229960004998 acesulfame potassium Drugs 0.000 description 1
239000000619 acesulfame-K Substances 0.000 description 1
230000009471 action Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
229960000250 adipic acid Drugs 0.000 description 1
238000004220 aggregation Methods 0.000 description 1
230000002776 aggregation Effects 0.000 description 1
229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
150000008041 alkali metal carbonates Chemical class 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
230000000202 analgesic effect Effects 0.000 description 1
229940069428 antacid Drugs 0.000 description 1
239000003159 antacid agent Substances 0.000 description 1
229940121363 anti-inflammatory agent Drugs 0.000 description 1
239000002260 anti-inflammatory agent Substances 0.000 description 1
229940125715 antihistaminic agent Drugs 0.000 description 1
239000000739 antihistaminic agent Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
239000000605 aspartame Substances 0.000 description 1
235000010357 aspartame Nutrition 0.000 description 1
IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
229960003438 aspartame Drugs 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
SRGKFVAASLQVBO-BTJKTKAUSA-N brompheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Br)C=C1 SRGKFVAASLQVBO-BTJKTKAUSA-N 0.000 description 1
229960003108 brompheniramine maleate Drugs 0.000 description 1
229960001948 caffeine Drugs 0.000 description 1
VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
229940046978 chlorpheniramine maleate Drugs 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
229960004126 codeine Drugs 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000000625 cyclamic acid and its Na and Ca salt Substances 0.000 description 1
KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000011928 denatured alcohol Substances 0.000 description 1
ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
229960000520 diphenhydramine Drugs 0.000 description 1
238000009826 distribution Methods 0.000 description 1
DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 description 1
239000008298 dragée Substances 0.000 description 1
239000003172 expectorant agent Substances 0.000 description 1
230000003419 expectorant effect Effects 0.000 description 1
229940066493 expectorants Drugs 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000011888 foil Substances 0.000 description 1
235000013355 food flavoring agent Nutrition 0.000 description 1
238000009472 formulation Methods 0.000 description 1
210000001035 gastrointestinal tract Anatomy 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
235000001727 glucose Nutrition 0.000 description 1
229960002989 glutamic acid Drugs 0.000 description 1
159000000011 group IA salts Chemical class 0.000 description 1
231100000869 headache Toxicity 0.000 description 1
239000008240 homogeneous mixture Substances 0.000 description 1
235000001050 hortel pimenta Nutrition 0.000 description 1
OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
230000007794 irritation Effects 0.000 description 1
239000000905 isomalt Substances 0.000 description 1
235000010439 isomalt Nutrition 0.000 description 1
HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Natural products CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 description 1
238000005259 measurement Methods 0.000 description 1
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
ARGKVCXINMKCAZ-UZRWAPQLSA-N neohesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O[C@H]3[C@@H]([C@H](O)[C@@H](O)[C@H](C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UZRWAPQLSA-N 0.000 description 1
ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
229940124531 pharmaceutical excipient Drugs 0.000 description 1
OCYSGIYOVXAGKQ-FVGYRXGTSA-N phenylephrine hydrochloride Chemical compound [H+].[Cl-].CNC[C@H](O)C1=CC=CC(O)=C1 OCYSGIYOVXAGKQ-FVGYRXGTSA-N 0.000 description 1
229960003733 phenylephrine hydrochloride Drugs 0.000 description 1
DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 description 1
229960000395 phenylpropanolamine Drugs 0.000 description 1
230000036470 plasma concentration Effects 0.000 description 1
CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
229910000343 potassium bisulfate Inorganic materials 0.000 description 1
239000001508 potassium citrate Substances 0.000 description 1
229960002635 potassium citrate Drugs 0.000 description 1
235000011082 potassium citrates Nutrition 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
238000003825 pressing Methods 0.000 description 1
BALXUFOVQVENIU-KXNXZCPBSA-N pseudoephedrine hydrochloride Chemical compound [H+].[Cl-].CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-KXNXZCPBSA-N 0.000 description 1
229960003447 pseudoephedrine hydrochloride Drugs 0.000 description 1
229940085605 saccharin sodium Drugs 0.000 description 1
210000003296 saliva Anatomy 0.000 description 1
238000004626 scanning electron microscopy Methods 0.000 description 1
238000010517 secondary reaction Methods 0.000 description 1
WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
229910000342 sodium bisulfate Inorganic materials 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical class O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
150000003388 sodium compounds Chemical class 0.000 description 1
229960001462 sodium cyclamate Drugs 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
229910000162 sodium phosphate Inorganic materials 0.000 description 1
VTGPMVCGAVZLQI-UHFFFAOYSA-M sodium;2-[4-(2-methylpropyl)phenyl]propanoate;dihydrate Chemical compound O.O.[Na+].CC(C)CC1=CC=C(C(C)C([O-])=O)C=C1 VTGPMVCGAVZLQI-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000003637 steroidlike Effects 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
210000002784 stomach Anatomy 0.000 description 1
238000003860 storage Methods 0.000 description 1
235000019408 sucralose Nutrition 0.000 description 1
BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
230000008961 swelling Effects 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
239000008371 vanilla flavor Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000811 xylitol Substances 0.000 description 1
235000010447 xylitol Nutrition 0.000 description 1
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
229960002675 xylitol Drugs 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0002—Galenical forms characterised by the drug release technique; Application systems commanded by energy
- A61K9/0007—Effervescent
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2077—Tablets comprising drug-containing microparticles in a substantial amount of supporting matrix; Multiparticulate tablets

Landscapes

Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Epidemiology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Pain & Pain Management (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Rheumatology (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

RU2009107536/15A 2006-09-26 2007-08-30 Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения RU2478381C2 (ru)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP06121278A EP1905428A1 (de)	2006-09-26	2006-09-26	Ibuprofen-Brausezubereitung mit hoher Lösungsgeschwindigkeit und Verfahren zu deren Herstellung
EP06121278.3		2006-09-26
PCT/EP2007/059043 WO2008037555A1 (de)	2006-09-26	2007-08-30	Ibuprofen-brausezuberξitung mit hoher lösungsgeschwindigkeit und verfahren zu deren herstellung

Publications (2)

Publication Number	Publication Date
RU2009107536A RU2009107536A (ru)	2010-11-20
RU2478381C2 true RU2478381C2 (ru)	2013-04-10

Family

ID=37775689

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
RU2009107536/15A RU2478381C2 (ru)	2006-09-26	2007-08-30	Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения

Country Status (22)

Country	Link
US (1)	US20100172981A1 (de)
EP (2)	EP1905428A1 (de)
JP (1)	JP2010504366A (de)
KR (1)	KR20090074784A (de)
CN (1)	CN101534797B (de)
AT (1)	ATE438387T1 (de)
AU (1)	AU2007302161A1 (de)
BR (1)	BRPI0717084A2 (de)
CA (1)	CA2664420A1 (de)
CO (1)	CO6180421A2 (de)
DE (1)	DE502007001262D1 (de)
DK (1)	DK2061436T3 (de)
EC (1)	ECSP099200A (de)
ES (1)	ES2331438T3 (de)
IL (1)	IL197309A0 (de)
MX (1)	MX2009003065A (de)
NZ (1)	NZ575183A (de)
PL (1)	PL2061436T3 (de)
PT (1)	PT2061436E (de)
RU (1)	RU2478381C2 (de)
WO (1)	WO2008037555A1 (de)
ZA (1)	ZA200901478B (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2023182904A1 (ru) *	2022-03-21	2023-09-28	Акционерное Общество "Производственная Фармацевтическая Компания Обновление"	Шипучий лекарственный препарат для приготовления раствора, способ его изготовления

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
RU2403033C2 (ru)	2005-03-22	2010-11-10	Лозан Фарма Гмбх	Солюбилизированный ибупрофен
KR101683293B1 (ko) *	2009-06-29	2016-12-06	라이온 가부시키가이샤	경구용 조성물
JP5663238B2 (ja) *	2009-08-31	2015-02-04	ライオン株式会社	内服固形製剤及びその製造方法
CN102100686A (zh) *	2009-12-21	2011-06-22	北京润德康医药技术有限公司	一种含有布洛芬与精氨酸的药用组合物及其制备方法、用途
CN102743366B (zh) *	2012-07-16	2013-11-20	海南葫芦娃制药有限公司	对乙酰氨基酚泡腾颗粒及其鉴别方法
JP6566450B2 (ja)	2014-09-17	2019-08-28	ステアライフ・インディア・プライベート・リミテッド	発泡組成物及びそれを製造する方法
US11219594B2 (en)	2015-12-12	2022-01-11	Steerlife India Private Limited	Effervescent compositions of metformin and processes for preparation thereof
FR3055800B1 (fr)	2016-09-15	2020-06-26	Unither Pharmaceuticals	Composition solide a ingestion rapide et deglutition facilitee, sous forme de particules solides non agglomerees, comprenant deux differents types de particules
JP6836375B2 (ja) *	2016-11-21	2021-03-03	花王株式会社	口腔内発泡製剤及びその製造法
GB2595300B (en) *	2020-05-21	2024-03-27	Reckitt Benckiser Health Ltd	Novel Formulation
GB2595453B (en) *	2020-05-21	2024-04-03	Reckitt Benckiser Health Ltd	Novel Formulation
GB2595301B (en) *	2020-05-21	2025-01-08	Reckitt Benckiser Health Ltd	Novel Formulation
US20230292992A1 (en) *	2022-03-18	2023-09-21	CapsoVision, Inc.	Apparatus for Thermally Stable Capsule Endoscope Using Effervescent Formulation for Controlling Balloon Inflation Rate

Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB2189994A (en) *	1985-11-12	1987-11-11	Zambon Spa	Pharmaceutical compositions containing ibuprofen
EP0369228A1 (de) *	1988-11-12	1990-05-23	Bayer Ag	Ibuprofen-Brausezubereitungen
EP0351353B1 (de) *	1988-07-12	1992-03-18	ELAN CORPORATION, Plc	Entzündungshemmendes Ibuprofen enthaltendes Arzneimittel, das in wässriger Lösung keinen bitteren Geschmack, keine Reizung des Kehlkopfes und keine intestinale Toxizität aufweist.
CH684929A5 (de) *	1992-11-19	1995-02-15	Sipharm Sisseln Ag	Ibuprofen-haltige Brausezusammensetzung und ihre Herstellung.
US6171617B1 (en) *	1996-02-20	2001-01-09	Losan Pharma Gmbh	Effervescent ibuprofen preparation and process for the production thereof

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0667149A1 (de) *	1994-02-14	1995-08-16	E-PHARMA TRENTO S.p.A.	Ibuprofen enthaltende Brausemischung
US5639475A (en) *	1995-02-03	1997-06-17	Eurand America, Incorporated	Effervescent microcapsules
GB9816899D0 (en) *	1998-08-05	1998-09-30	Boots Co Plc	Therapeutic agents
EP1589944B1 (de) *	2003-02-06	2011-11-23	Gebro Pharma GmbH	Pharmazeutische zubereitungen und verfahren zu deren herstellung
WO2006002836A1 (de) *	2004-07-01	2006-01-12	Losan Pharma Gmbh	Brausezusammensetzungen von einschlafmitteln
RU2403033C2 (ru) *	2005-03-22	2010-11-10	Лозан Фарма Гмбх	Солюбилизированный ибупрофен
EP1886423A1 (de)	2005-05-12	2008-02-13	Perlos Oyj	Optische signalverarbeitungseinrichtung

2006
- 2006-09-26 EP EP06121278A patent/EP1905428A1/de not_active Withdrawn
2007
- 2007-08-30 NZ NZ575183A patent/NZ575183A/en not_active IP Right Cessation
- 2007-08-30 BR BRPI0717084-0A2A patent/BRPI0717084A2/pt not_active IP Right Cessation
- 2007-08-30 KR KR1020097008554A patent/KR20090074784A/ko not_active Ceased
- 2007-08-30 CA CA002664420A patent/CA2664420A1/en not_active Abandoned
- 2007-08-30 US US12/443,107 patent/US20100172981A1/en not_active Abandoned
- 2007-08-30 EP EP07803052A patent/EP2061436B1/de active Active
- 2007-08-30 WO PCT/EP2007/059043 patent/WO2008037555A1/de not_active Ceased
- 2007-08-30 PT PT07803052T patent/PT2061436E/pt unknown
- 2007-08-30 JP JP2009529640A patent/JP2010504366A/ja active Pending
- 2007-08-30 AU AU2007302161A patent/AU2007302161A1/en not_active Abandoned
- 2007-08-30 AT AT07803052T patent/ATE438387T1/de active
- 2007-08-30 ES ES07803052T patent/ES2331438T3/es active Active
- 2007-08-30 DE DE502007001262T patent/DE502007001262D1/de active Active
- 2007-08-30 RU RU2009107536/15A patent/RU2478381C2/ru not_active IP Right Cessation
- 2007-08-30 CN CN2007800358397A patent/CN101534797B/zh not_active Expired - Fee Related
- 2007-08-30 MX MX2009003065A patent/MX2009003065A/es active IP Right Grant
- 2007-08-30 DK DK07803052T patent/DK2061436T3/da active
- 2007-08-30 PL PL07803052T patent/PL2061436T3/pl unknown
2009
- 2009-02-26 IL IL197309A patent/IL197309A0/en unknown
- 2009-03-02 ZA ZA200901478A patent/ZA200901478B/xx unknown
- 2009-03-20 EC EC2009009200A patent/ECSP099200A/es unknown
- 2009-03-20 CO CO09029370A patent/CO6180421A2/es not_active Application Discontinuation

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB2189994A (en) *	1985-11-12	1987-11-11	Zambon Spa	Pharmaceutical compositions containing ibuprofen
EP0351353B1 (de) *	1988-07-12	1992-03-18	ELAN CORPORATION, Plc	Entzündungshemmendes Ibuprofen enthaltendes Arzneimittel, das in wässriger Lösung keinen bitteren Geschmack, keine Reizung des Kehlkopfes und keine intestinale Toxizität aufweist.
EP0369228A1 (de) *	1988-11-12	1990-05-23	Bayer Ag	Ibuprofen-Brausezubereitungen
CH684929A5 (de) *	1992-11-19	1995-02-15	Sipharm Sisseln Ag	Ibuprofen-haltige Brausezusammensetzung und ihre Herstellung.
US6171617B1 (en) *	1996-02-20	2001-01-09	Losan Pharma Gmbh	Effervescent ibuprofen preparation and process for the production thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2023182904A1 (ru) *	2022-03-21	2023-09-28	Акционерное Общество "Производственная Фармацевтическая Компания Обновление"	Шипучий лекарственный препарат для приготовления раствора, способ его изготовления

Also Published As

Publication number	Publication date
EP2061436A1 (de)	2009-05-27
CA2664420A1 (en)	2008-04-03
ECSP099200A (es)	2009-06-30
EP2061436B1 (de)	2009-08-05
KR20090074784A (ko)	2009-07-07
ES2331438T3 (es)	2010-01-04
PT2061436E (pt)	2009-10-30
JP2010504366A (ja)	2010-02-12
MX2009003065A (es)	2009-05-28
AU2007302161A1 (en)	2008-04-03
ZA200901478B (en)	2010-03-31
DE502007001262D1 (de)	2009-09-17
PL2061436T3 (pl)	2009-12-31
IL197309A0 (en)	2009-12-24
CN101534797B (zh)	2012-03-28
DK2061436T3 (da)	2009-11-02
BRPI0717084A2 (pt)	2013-10-29
CO6180421A2 (es)	2010-07-19
RU2009107536A (ru)	2010-11-20
EP1905428A1 (de)	2008-04-02
WO2008037555A1 (de)	2008-04-03
CN101534797A (zh)	2009-09-16
NZ575183A (en)	2012-03-30
US20100172981A1 (en)	2010-07-08
ATE438387T1 (de)	2009-08-15

Publication	Publication Date	Title
RU2478381C2 (ru)	2013-04-10	Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения
RU2403033C2 (ru)	2010-11-10	Солюбилизированный ибупрофен
RU2493831C2 (ru)	2013-09-27	Фармацевтические композиции
US20100035937A1 (en)	2010-02-11	Solubilized non-steroidal anti-inflammatory drugs
CN1295463A (zh)	2001-05-16	泡腾制剂
RU2432160C2 (ru)	2011-10-27	Составы, содержащие диклофенак, и способы их применения
AU2020358162A1 (en)	2022-04-07	Essentially sodium-free effervescent solid pharmaceutical compositions
NZ534128A (en)	2005-08-26	Stable salts of O-acetylsalicylic acid containing basic amino acids II
ES2333332T3 (es)	2010-02-19	Forma no efervescente de naproxeno de sodio que comprende entre otros hidrogenocarbonato de sodio.
WO2004089343A1 (en)	2004-10-21	Water soluble tablets
TW201545775A (zh)	2015-12-16	低鈉發泡醫藥調配物
HK1137653A (en)	2010-08-06	Ibuprofen-effervescent preparation having a high dissolution rate and method for the production thereof
RU2764032C1 (ru)	2022-01-12	Быстрорастворимая лекарственная форма индометацина и способ ее получения (варианты)
WO2006070705A1 (ja)	2006-07-06	ポビドンヨードを含有する口腔内崩壊型の固形製剤
CZ1398A3 (cs)	1998-05-13	Terapeutické efervescentní kompozice, farmaceutické granuláty a prostředky, způsoby jejich přípravy a použití
WO2023031946A1 (en)	2023-03-09	Effervescent pharmaceutical composition of ascorbic acid and zinc
EP2829269A1 (de)	2015-01-28	Im Mund lösliche Tablettenformulierung mit Flurbiprofen

Legal Events

Date	Code	Title	Description
2015-07-10	MM4A	The patent is invalid due to non-payment of fees	Effective date: 20140831

RU2478381C2 - Получение шипучего ибупрофена с высокой степенью растворимости и способ его получения - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (3)

Publications (2)

Family

ID=37775689

Family Applications (1)

Country Status (22)

Cited By (1)

Families Citing this family (13)

Citations (5)

Family Cites Families (7)

Patent Citations (5)

Cited By (1)

Also Published As

Similar Documents

Legal Events